(1S,2E,8R,10R,11R)-6-[(acetyloxy)methyl]-10,11-dihydroxy-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.03,7]tetradeca-2,6-dien-8-yl 2-methylprop-2-enoate

• ChemBase ID: 305770
• Molecular Formular: C21H26O9
• Molecular Mass: 422.42574
• Monoisotopic Mass: 422.15768241
• SMILES: [C@]1(C[C@H](C2=C(C(=O)OC2=C[C@@]2(CC[C@]1(O2)O)C)COC(=O)C)OC(=O)C(=C)C)(C)O
• Canonical SMILES: CC(=O)OCC1=C2C(=C[C@]3(C)CC[C@]([C@](C[C@H]2OC(=O)C(=C)C)(C)O)(O3)O)OC1=O
• InChI: InChI=1S/C21H26O9/c1-11(2)17(23)28-15-9-20(5,25)21(26)7-6-19(4,30-21)8-14-16(15)13(18(24)29-14)10-27-12(3)22/h8,15,25-26H,1,6-7,9-10H2,2-5H3/b14-8+/t15-,19+,20-,21-/m1/s1
• InChIKey: BZQDHZDSIXPDSS-LAQJBZHXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2E,8R,10R,11R)-6-[(acetyloxy)methyl]-10,11-dihydroxy-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.0^3,^7]tetradeca-2,6-dien-8-yl 2-methylprop-2-enoate
• IUPAC Traditional name: (1S,2E,8R,10R,11R)-6-[(acetyloxy)methyl]-10,11-dihydroxy-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.0^3,^7]tetradeca-2,6-dien-8-yl 2-methylprop-2-enoate
• Synonyms: Piptocarphin A

Database IDs

• CAS Number: 76248-63-0

CALCULATED PROPERTIES

• Rotatable Bonds: 6
• Lipinski's Rule of Five: true
• Acid pKa: 10.972759
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 0.8365737
• LogD (pH = 7.4): 0.8364592
• Log P: 0.8365752
• Molar Refractivity: 103.9704 cm^3
• Polarizability: 40.889534 Å^3
• Polar Surface Area: 128.59 Å^2

PROPERTIES

Physical Property

• Apperance: Powder